Top Tech Jobs & Startup Jobs in Chicago, IL

Designs, builds, and owns production RAG systems, including ingestion, chunking, embeddings, hybrid retrieval, reranking, evaluation, secure multi-tenant access, and LLM serving. Optimizes open-source models with Ollama and llama.cpp across cloud, on-premises, and air-gapped environments. Establishes architecture standards, reviews designs, mentors AI developers, evaluates emerging RAG techniques, and supports Azure/AWS infrastructure, Kubernetes deployments, CI/CD, observability, and Kafka-based ingestion pipelines.

Supports the TMS product roadmap by gathering customer and operational insights, translating needs into user stories and requirements, collaborating with engineering and UX, validating features, tracking adoption, and assisting with launches and enablement. The role requires developing expertise in shipping workflows, carrier integrations, rate shopping, label generation, and transportation operations while partnering with customer-facing teams.

Deploys Camunda ProcessOS workflows for enterprise customers, builds custom AI agents and legacy-system connectors, debugs distributed integrations, and configures cloud and local clusters. The role drives customer adoption, documents deployment best practices, contributes production fixes and reusable patterns to the product, and trains customer teams for independent operation. It requires practical production AI experience, strong technical debugging skills, stakeholder communication, and comfort working without an established playbook.

The D365 CE Functional Consultant gathers requirements, documents processes, configures Dynamics 365 CE and Power Platform solutions, and supports testing, training, adoption, go-live, and hypercare. The role works with clients on Sales, Customer Service, Field Service, and Customer Insights capabilities; creates functional documentation and test materials; manages traceability and backlog activities; and partners with technical teams on integrations, migration, reporting, security, and customizations.

Generate qualified sales meetings and pipeline through outbound email, calling, LinkedIn, and multichannel campaigns. Research accounts, identify technical decision-makers, manage prospecting tools, and coordinate with Account Executives on territory planning and lead quality. Refine messaging and outreach strategies, communicate value propositions to technical buyers, and maintain current product knowledge while working autonomously in a fast-paced SaaS environment.

Manage multiple concurrent penetration testing engagements from scoping through closeout. Responsibilities include developing project plans, coordinating clients and testers, preparing rules of engagement, managing schedules, tracking scope, budgets, risks, findings, reports, and deliverables, and maintaining project data in Jira. The role serves as the primary client contact and requires rapid prioritization across engagements, strong communication, organizational skills, and familiarity with information security and penetration testing.

Develop and maintain Unity platform support for Android mobile, laptop, and hybrid devices. Design scalable editor features, optimize runtime performance, analyze benchmarks, resolve platform bugs, document technical solutions, and collaborate across teams. The role requires advanced C++, C#, and Android systems programming, plus experience with multithreaded codebases, managed runtimes, memory marshalling, automated testing, debugging, and performance profiling.

Leads Merakey’s enterprise data, analytics, AI, integration, governance, and business intelligence strategy. The Vice President will establish data architecture, governance, master data management, reporting, and advanced analytics capabilities across clinical, operational, financial, and workforce functions. Responsibilities include supporting acquisitions, integrating disparate platforms, developing responsible AI practices, managing vendors, shaping the data operating model, and building high-performing teams. The role partners closely with the CEO, CIO, executive leadership, and business stakeholders to drive enterprise transformation and data-informed decision-making.

Leads complex, cross-functional enterprise transformation projects from conception through implementation. Responsibilities include project planning, risk management, process optimization, future-state definition, stakeholder engagement, change management, governance, executive decision support, and benefit realization. The role also improves transformation frameworks and applies AI and advanced analytics to enhance decision-making, operational efficiency, and scalable organizational change.

Own and grow relationships with VAR and solution provider partners, drive partner-sourced and partner-influenced pipeline, support co-selling with regional sales teams, enable partner sellers and technical teams, and manage channel deal mechanics. The role focuses on enterprise software sales through security, identity, and compliance partners, including joint business planning, account mapping, campaigns, training, and deal support.